6-[2-(Dimethylamino)-1-azavinyl]-1-ethyl-3-propyl-1,3-dihydropyrimidine-2,4-dione → 6-Amino-1-ethyl-3-propyl-2,4(1H,3H)-pyrimidinedione

HRID 1246230Notes

Reaction equation

HRID 1246230 reaction equation
CN(C)C=[N:4][C:5]1[N:10]([CH2:11][CH3:12])[C:9](=[O:13])[N:8]([CH2:14][CH2:15][CH3:16])[C:7](=[O:17])[CH:6]=1>CO.N>[NH2:4][C:5]1[N:10]([CH2:11][CH3:12])[C:9](=[O:13])[N:8]([CH2:14][CH2:15][CH3:16])[C:7](=[O:17])[CH:6]=1

Participants

4

Reactant 1

HCID 666301226-[2-(Dimethylamino)-1-azavinyl]-1-ethyl-3-propyl-1,3-dihydropyrimidine-2,4-dione

Product 1

HCID 956756-Amino-1-ethyl-3-propyl-2,4(1H,3H)-pyrimidinedione

Reagents, catalysts & solvents 2

HCID 222AmmoniaSolventHCID 887MethanolSolvent

Procedure

A solution of 6-[2-(dimethylamino)-1-azavinyl]-1-ethyl-3-propyl-1,3-dihydropyrimidine-2,4-dione (2.1 g) was dissolved in a mixture of methanol (10 ml) and 28% aqueous ammonia solution (20 ml), and stirred for 72 hours at room temperature. Solvent was then removed under reduced pressure, and the residue purified by chromatography on a silica gel column, eluting with a mixture of dichloromethane/methanol (15/1), to provide 6-amino-1-ethyl-3-propyl-1,3-dihydropyrimidine-2,4-dione, a compound of formula (8).

Workup

  1. customSolvent was then removed under reduced pressure
  2. customthe residue purified by chromatography on a silica gel column
  3. washeluting with a mixture of dichloromethane/methanol (15/1)

Sources & evidence

ORD record
ord-e32b9968b3dc4b0aa05fbebfe7aa9b79
Source dataset
uspto-grants-2006_10
Patent number
US07125993B2

Reaction notes

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